Big Island Bliss: A Luxe Family Weekend in Kailua-Kona
FamilyWeekend
$$$$ Treat Yourself

Kailua Kona

Big Island Bliss: A Luxe Family Weekend in Kailua-Kona

Sun-drenched Kona days, luxe stays, and family-friendly adventures

BeachyRelaxedFamily-friendlyUpscaleNature-focused

A relaxed but elevated long weekend in Kailua-Kona focused on oceanfront resort living, snorkeling with marine life, and sunset dining the whole family will remember. This itinerary balances treat-yourself comforts with kid-friendly adventures and plenty of time to enjoy the Big Island’s legendary beaches and Kona coffee.

Where to Stay

Four Seasons Resort Hualalai
Stay

Four Seasons Resort Hualalai

Ultra-luxury oceanfront resort north of Kailua-Kona with multiple pools (including family-friendly options), a kids’ club, spa, golf, and exceptional dining like Ulu Ocean Grill.

$1,200-1,900/night
OUTRIGGER Kona Resort & Spa
Stay

OUTRIGGER Kona Resort & Spa

Scenic clifftop resort overlooking Keauhou Bay with ocean-view pools, waterslide, cultural activities, and easy access to manta ray tour departures.

$350-650/night

Good to Know

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Know

Book Key Tours and Restaurants Early

Sunset manta ray excursions, popular snorkeling trips, and top-rated restaurants like Huggo's and Ulu Ocean Grill often sell out days or weeks in advance, especially on weekends and during school holidays.

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Know

Respect the Ocean and Marine Life

Conditions can change quickly; use life vests for less confident swimmers, follow lifeguard guidance, and never touch sea turtles, dolphins, or manta rays—even if they approach you.

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Know

Plan Around Heat and Sun

Schedule outdoor activities like snorkeling, hikes, and park visits for early morning or late afternoon, and keep midday for pool time, naps, or shaded lunches.

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Know

Reef-safe Sunscreen and Water Shoes

Bring reef-safe sunscreen (oxybenzone- and octinoxate-free) and consider water shoes for rocky entries at some beaches and tidepools.

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Know

Grocery Runs and Snacks Save Time

Stock up at a local supermarket or Costco near Kailua-Kona on arrival—grab breakfast items, beach snacks, and plenty of water.

Your Weekend Itinerary

Huggo's
Eatevening

Huggo's

Iconic oceanfront restaurant on Ali‘i Drive with fresh island fish, steaks, and a laid-back but polished vibe; go for sunset and order the fresh catch or macadamia nut-crusted fish.

1h 30m
$45-80 per person
Island Lava Java
Eatmorning

Island Lava Java

Casual ocean-view spot known for Kona coffee, hearty breakfasts, and fresh baked goods; their pancakes, acai bowls, and house-roasted coffee are standouts.

1h
$18-30 per person
Kaloko-Honokōhau National Historical Park
Domorning

Kaloko-Honokōhau National Historical Park

Walk easy coastal trails past ancient fishponds, petroglyphs, and a small beach where you may spot green sea turtles resting on the sand.

2h
Free (parking may have small fee nearby)
Ali‘i Drive Waterfront Stroll (Kailua Pier to Hulihe‘e Palace)
Doafternoon

Ali‘i Drive Waterfront Stroll (Kailua Pier to Hulihe‘e Palace)

Leisurely walk along the main oceanfront strip, passing shops, small beaches, and historic Hulihe‘e Palace and Mokuaikaua Church.

1h 30m
Free (optional small admission for Hulihe‘e Palace)
Ulu Ocean Grill at Four Seasons Resort Hualalai
Eatevening

Ulu Ocean Grill at Four Seasons Resort Hualalai

Upscale beachfront restaurant featuring local seafood, sushi, and farm-to-table Hawaiian flavors in a refined yet relaxed setting.

2h
$80-150 per person
Umekes Fish Market Bar & Grill
Eatafternoon

Umekes Fish Market Bar & Grill

Local favorite for ultra-fresh poke bowls, seafood plates, and Hawaiian-style comfort food in a lively atmosphere.

1h
$20-35 per person
Kahaluʻu Beach Park
Domorning

Kahaluʻu Beach Park

Protected cove south of town with calm waters and abundant reef fish, ideal for beginner snorkeling; rental gear available nearby.

2h 30m
$10-20 (snorkel rental) or Free if you bring gear
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Doafternoon

Kona Coffee Farm Tour (e.g., Greenwell Farms or Hula Daddy Kona Coffee)

Visit a working Kona coffee farm to see how beans are grown, processed, and roasted, with tastings and short walking tours.

1h 30m
$0-25 per person (depending on tour; tastings often free)
Sunset Manta Ray Snorkel or Boat Tour (Kailua-Kona Harbor operators)
Doevening

Sunset Manta Ray Snorkel or Boat Tour (Kailua-Kona Harbor operators)

Evening boat trip to watch or snorkel above graceful manta rays feeding under lights near the coast.

2h 30m
$110-180 per person

14 activities across 3 days

Map

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